| Irene Wilde | Alejandro Escovedo | 2:51 | ||
| I Pity the Country | Willie Dunn | 2:55 | ||
| Luxury Liner | The International Submarine Band | 2:48 | ||
| From a Silver Phial | Gene Clark | 3:40 | ||
| I Paint a Design | Michael Hurley | 5:49 | ||
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | ||
| Whatever Happened To Us | Loudon Wainwright III | 2:02 | ||
| Sweet Tooth | Dave Rawlings Machine | 5:20 | ||
| Billy the Kid | Ry Cooder | 3:48 | ||
| Gypsy | Van Morrison | 4:38 | ||
| Knee Deep in the Blues | The International Submarine Band | 1:54 | ||
| If I Could Only Fly | Blaze Foley | 4:04 | ||
| Wait Up | Uncle Tupelo | 2:09 | ||
| Change Your Ways or Die | The Cactus Blossoms | 3:25 | ||
| Simple Twist of Fate | Jeff Tweedy | 3:43 | ||
| Glad to See You've Got Religion | Loudon Wainwright III | 3:53 | ||
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | ||
| Rockefeller Druglaw Blues | The Felice Brothers | 5:14 | ||
| The Beast in Me | Nick Lowe | 2:28 | ||
| Roll Um Easy | Little Feat | 2:31 | ||
| Unrequited to the Nth Degree | Loudon Wainwright III, Kate McGarrigle | 3:15 | ||
| Unlock more with Songs Like X Pro | ||||
| Northstar Blues | Magnolia Electric Co., Jason Molina | 5:08 | ||
| Love and Hate | Dan Reeder | 0:58 | ||
| I'll Be All Right | Jorma Kaukonen | 3:08 | ||
| Portland - 2008 Remaster | The Replacements | 4:28 | ||
| Tried So Hard | Gene Clark, The Gosdin Brothers | 2:18 | ||
| Down Drinking at the Bar | Loudon Wainwright III | 3:57 | ||
| Dancing on the Wing | The Felice Brothers | 4:28 | ||
| Everybody's Missin' the Sun | Grin | 2:41 | ||
| Medley: Fool for a Cigarette / Feelin Good | Ry Cooder | 4:28 | ||
| Yankee Lady | Jesse Winchester | 4:02 | ||
| Liza | Loudon Wainwright III | 1:16 | ||
| On the Banks of the Old Kishwaukee | Ryley Walker | 5:00 | ||
| Boxcars - 2022 Remaster | Joe Ely | 3:59 | ||
| Train Leaves Here This Mornin | Dillard & Clark | 3:48 | ||
| Rowboat | Johnny Cash | 3:44 | ||
| Wild Horses | The Flying Burrito Brothers | 6:20 | ||
| The End Of The Rainbow | Richard & Linda Thompson | 3:57 | ||
| Drifters Wife | J.J. Cale | 1:40 | ||
| White Line Fever | The Flying Burrito Brothers | 3:16 | ||
| The Chicken | Mississippi John Hurt | 1:09 | ||
| Green Rocky Road | Tim Hardin | 2:18 | ||
| Don't Make Promises | Tim Hardin | 2:26 | ||
| Goin' Down To Memphis - Demo Version | John Martyn | 3:01 | ||
| Red Balloon | Tim Hardin | 2:33 | ||
| I Wish It Would Rain | Rodney Crowell | 3:28 | ||
| Long Journey | Michael Hurley | 2:51 | ||
| Let The Mermaids Flirt With Me | Mississippi John Hurt | 3:21 | ||
| Fender Stratocaster | Jonathan Richman | 2:55 | ||
